METERGOLINE

Search structure
Synonyms:
MCE
Status: Approved
Entry Type: Small molecule
Molecule Category: UNKNOWN
ATC: G02CB05
UNII: 1501393LY5

Structure
InChI Key WZHJKEUHNJHDLS-QTGUNEKASA-N
Smile CN1C[C@H](CNC(=O)OCc2ccccc2)C[C@@H]2c3cccc4c3c(cn4C)C[C@H]21
InChI
InChI=1S/C25H29N3O2/c1-27-14-18(13-26-25(29)30-16-17-7-4-3-5-8-17)11-21-20-9-6-10-22-24(20)19(12-23(21)27)15-28(22)2/h3-10,15,18,21,23H,11-14,16H2,1-2H3,(H,26,29)/t18-,21+,23+/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C25H29N3O2
Molecular Weight 403.53
AlogP 4.06
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 4.0
Polar Surface Area 46.5
Molecular species NEUTRAL
Aromatic Rings 3.0
Heavy Atoms 30.0

Pharmacology

Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2D Cytochrome P450 2D6
- 200 - - -
Enzyme Hydrolase
- 1344 - - 3.211
Enzyme Transferase
- - - - 6.762-11.48
Epigenetic regulator Eraser Histone deacetylase HDAC class IIb
- - - - -4.4-3.02
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Short peptide receptor (family A GPCR) Neurokinin receptor
- 4071 - 1357 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Adrenergic receptor
- 136 - 145 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Dopamine receptor
- 63 - 21 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Histamine receptor
- 4133 - 480 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Serotonin receptor
7.5 0.395 - 6.31-6.31
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC06 neurotransmitter transporter family
- 366 - 313 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 93.79
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- - - - 84.4

Related Entries

Scaffolds

Cross References

Resources Reference
ChEBI 64216
ChEMBL CHEMBL19215
DrugBank DB13520
DrugCentral 1723
EPA CompTox DTXSID5042584
FDA SRS 1501393LY5
Guide to Pharmacology 133
PubChem 28693
SureChEMBL SCHEMBL117882
ZINC ZINC000003812975
CONTENTS